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Benzothiazolylhydrazone-Based Turn-on Fluorescent Probe for Detecting Cu2+: S-donor as a Cu2+-induced Fluorescence Quenching Inhibitor

Qiao Li, Yang Zhao, Enju Wang

Abstract


The fluorescent turn-on detection of metal ions is highly desirable for public health and environmental security. Herein, we report a rationally designed fluorescent probe (1) for the detection of Cu2+ synthesized by integrating 2-hydrazinylbenzothiazole with 3-acetyl-7-hydroxycoumarin. The probe alone is non-fluorescent due to the isomerization of C=N in the excited state. The addition of Cu2+ can cause a delayed fluorescence enhancement. A comparative study of 1 and its analogues indicated that the turn-on fluorescence response was thanks to the sulfur atom coordinating to Cu2+. The response delay of 1 in sensing Cu2+ was ascribed to the gradual transition from N-coordination to S-coordination (N and S in thiazole moiety). The proposed new function of S-donor would provide a new approach for the turn-on fluorescence sensation of Cu2+.


Keywords


Fluorescent probe; Coumarin; Benzothiazole; Cupric ion; S-donor; Delayed fluorescence

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DOI: http://dx.doi.org/10.17344/acsi.2020.6324

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